[H-].[Al+3].[Li+].[H-].[H-].[H-].C([O:9][C:10](=O)[C:11]1[CH:16]=[CH:15][C:14]([C:17]2[NH:34][C:20]3[N:21]=[CH:22][N:23]=[C:24]([NH:25][C@@H:26]([C:28]4[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=4)[CH3:27])[C:19]=3[CH:18]=2)=[CH:13][CH:12]=1)C.O.[OH-].[Na+]>C1COCC1>[C:28]1([C@H:26]([NH:25][C:24]2[C:19]3[CH:18]=[C:17]([C:14]4[CH:13]=[CH:12][C:11]([CH2:10][OH:9])=[CH:16][CH:15]=4)[NH:34][C:20]=3[N:21]=[CH:22][N:23]=2)[CH3:27])[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=1570 mg (15 mmol) lithium aluminum hydride are suspended in 150 ml dry THF at RT. 1.23 g (3 mmol) 4-[4-((R)-1-phenyl-ethylamino)-7H-pyrrolo[2,3-d]pyrimidin-6-yl]-benzoic acid ethyl ester are added and the mixture heated to reflux for 1 h. The mixture is cooled in an ice bath and treated sequentially with water (0.57 ml), 15% sodium hydroxide solution (0.57 ml) and water (1.71 ml). The solid aluminum complex is removed by filtration (Hyflo Super Cel®; Fluka, Buchs, Switzerland), the filtrate dried over sodium sulfate evaporated. The residue is suspended in water, filtered and dried to give the title compound; m.p. >300° C.; Rf (dichloromethane/ethanol 9:1 plus 1% conc. ammonia)=0.43; HPLC tR=8.71 min.
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